- Preparation method of large-steric-hindrance alkyl substituted phosphite diester
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The invention discloses a preparation method of large-steric-hindrance alkyl substituted phosphite diester, and relates to a novel method for preparing the large-steric-hindrance alkyl substituted phosphite diester compound which is difficult to synthesiz
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Paragraph 0024-0027
(2020/04/06)
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- Preparation method of aryl methyl phosphine acylate
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The invention discloses a preparation method of aryl methyl phosphine acylate. The method uses (hetero) aryl acetic acid as the starting material, and the raw materials are easily available and have agreat variety. The product obtained by the method provided by the invention has various types and wide uses. The aryl methyl phosphine acylate can be easily converted into a bis (hetero)arylethene derivative, and the compound can be used for preparation of dyes, fluorescent agents, whiteners, light-emitting diodes and other devices. In addition, the method disclosed by the invention has the advantages of easily available, stable and low toxicity raw materials, mild reaction conditions, high yield of target product, low pollution, simple reaction operation and post-treatment process, and is suitable for industrial production.
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Paragraph 0046
(2019/10/01)
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- Oxidative Dephosphorylation of Benzylic Phosphonates with Dioxygen Generating Symmetrical trans-Stilbenes
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Under a dioxygen atmosphere, benzylphosphonates and related phosphoryl compounds can readily produce the corresponding trans-stilbenes in high yields with high selectivity upon treatment with bases. Various functional groups were tolerable under the reaction conditions.
- Huang, Tianzeng,Chen, Tieqiao,Han, Li-Biao
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p. 2959 - 2965
(2018/03/09)
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- COMPOUND AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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PROBLEM TO BE SOLVED: To provide a compound for improving sensitivity properties and oil crack resistance of an electrophotographic photoreceptor. SOLUTION: The present invention provides a compound represented by formula (1). [R1-R3 independently represent a C1-4 alkyl group, a C1-4 alkoxy group, a C6-14 aryl group or a C7-18 aralkyl group; R4 and R5 independently represent a C1-6 alkyl group, a C6-14 aryl group or H; R6 and R7 independently represent a C1-6 alkyl group or H; a and c independently represent an integer of 0-5; b is an integer of 0-4; r and s independently represent an integer of 0-2; 1≤r+s≤4; t is an integer of 1 or more and 4 or less]. SELECTED DRAWING: Figure 7 COPYRIGHT: (C)2018,JPOandINPIT
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Paragraph 0136; 0137; 0139
(2018/08/30)
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- Palladium-catalyzed α-arylation of benzylic phosphonates
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A new synthetic route to access diarylmethyl phosphonates is presented. The transformation enables the introduction of aromatic groups on benzylic phosphonates via a deprotonative cross-coupling process (DCCP). The Pd(OAc) 2/CataCXium A-based catalyst afforded a reaction between benzyl diisopropyl phosphonate derivatives and aryl bromides in good to excellent isolated yields (64-92%).
- Montel, Sonia,Raffier, Ludovic,He, Yuying,Walsh, Patrick J.
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p. 1446 - 1449
(2014/04/03)
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- Reductive coupling reactions: A new strategy for C(sp3)-P bond formation
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The C(sp3)-P bond forming reaction utilizing N-tosylhydrazones as readily available alkylating reagents was developed, which provides a new opportunity for preparing phosphine oxide derivatives with moderate to good yields. This reductive coupling reaction is proposed to proceed through an insertion of copper carbene into P-H bond of H-phosphorus oxides. The salient features of the reaction are operational simplicity and functional-group tolerance.
- Chen, Zi-Sheng,Zhou, Zhao-Zhao,Hua, Hui-Liang,Duan, Xin-Hua,Luo, Jian-Yi,Wang, Jia,Zhou, Ping-Xin,Liang, Yong-Min
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p. 1065 - 1068
(2013/02/25)
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- Synthesis of some green dopants for OLEDs based on arylamine 2,3-disubstituted bithiophene derivatives
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A series of green dopants based on 2,2-diphenylvinyl end-capped bithiophene and three different arylamine moieties (9-phenylcarbazole, triphenylamine, and N,N'-di-(ptolyl) benzeneamine) were successfully synthesized by the Suzuki and Wittig coupling react
- Song, Mi-Seon,Nguyen, Quynh Pham Bao,Song, Chang-Hyun,Lee, Duckhee,Chai, Kyu Yun
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p. 14033 - 14041
(2014/01/06)
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- Copper-catalyzed synthesis of alkylphosphonates from H-phosphonates and N-tosylhydrazones
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A new catalytic system for the alkylation of H-phosphonates and diphenylphosphine oxide with N-tosylhydrazones has been developed. In the presence of copper(I) iodide and base, H-phosphonates react with N-tosylhydrazones to afford the corresponding coupled alkylphosphonates in good to excellent yields without any ligands. Alkylphosphonates can also be prepared in a one-pot process directly from carbonyl compounds without the isolation of tosylhydrazone intermediates.
- Miao, Wenjun,Gao, Yuzhen,Li, Xueqin,Gao, Yuxing,Tang, Guo,Zhao, Yufen
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p. 2659 - 2664
(2013/01/15)
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- Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: A facile preparation of arylmethyl/heteroarylmethyl phosphonates
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A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature. Interaction of arylmethyl halides/alcohols with triethyl phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields.
- Rajeshwaran, Ganesan Gobi,Nandakumar, Meganathan,Sureshbabu, Radhakrishnan,Mohanakrishnan, Arasambattu K
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supporting information; experimental part
p. 1270 - 1273
(2011/04/23)
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- STILBENE DERIVATIVE, METHOD FOR PRODUCING THE SAME, AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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PROBLEM TO BE SOLVED: To provide a stilbene derivative having predetermined substituents in the intramolecular triphenylamine structure, thus improved in compatibility with binder resin and yielding predetermined drum sensitivity properties, to provide a method for producing the stilbene derivative, and to provide an electrophotographic photoreceptor containing the stilbene derivative. SOLUTION: The stilbene derivative is represented by general formula(1) ( wherein, A is a bivalent organic group containing a substituted or nonsubstituted aromatic ring; and R1 to R18 are each H, a substituted or nonsubstituted 1-6C alkyl or the like, wherein at least two of R1 to R18 may be bound to or condensed with each other to form a carbocyclic group or heterocyclic group ). The method for producing the stilbene derivative comprises carrying out a reaction between a specific formylated triphenylamine derivative and a specific diphosphoric ester derivative in the presence of a base. The electrophotographic photoreceptor containing the stilbene derivative is also provided.
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Page/Page column 35-36
(2010/02/13)
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- PHENANTHRENEDIAMINE DERIVATIVE, ITS PREPARATION METHOD, AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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PROBLEM TO BE SOLVED: To provide a phenanthrenediamine derivative having prescribed substituents in triphenylamine structures of its molecule and hence has a prescribed drum sensitivity characteristic; its production method; and an electrophotographic photoreceptor containing the phenanthrenediamine derivative. SOLUTION: The phenanthrenediamine derivative is represented by general formula (1) (wherein R1 to R8 are each independently hydrogen, a halogen, an optionally substituted 1-20C alkyl or 6-30C aryl group, or the like, or at least two of R1 to R8 are each an optionally substituted carbon ring structure formed by bonding or condensation of each of them). The preparation method of the derivative comprises reacting a specified phenanthrenediamine derivative with a specified halogen derivative. The electrophotographic photoreceptor contains the above prepared phenanthrenediamine derivative. COPYRIGHT: (C)2006,JPOandNCIPI
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Page/Page column 40
(2008/06/13)
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- STILBENE DERIVATIVE, METHOD FOR PRODUCING THE SAME AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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PROBLEM TO BE SOLVED: To obtain a stilbene derivative that is hardly crystallized, has excellent compatibility with a binder resin and predetermined sensitivity not only at the early stage but also for many hours by having a triphenylamine structure containing a diphenylethenyl group in the molecule of a stilbene derivative, to provide a method for producing the same and to obtain an electrophotographic photoreceptor containing the stilbene derivative. SOLUTION: The stilbene derivative has a triphenylamine structure containing a diphenylethenyl group. The stilbene derivative is represented by formula (1) (R1, R2, R4-R10 and R12-R16 are each independently a 1-20C substituted or nonsubstituted alkyl group or the like; R3 and R11 are each a 1-20C substituted or nonsubstituted alkyl group or a 14-30C substituted or nonsubstituted diphenylethenyl group or the like; a repeating number A is an integer of 2-6). The electrophotographic photoreceptor comprises the stilbene derivative.
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Page/Page column 40
(2010/02/14)
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- STILBENE DERIVATIVE, METHOD FOR PRODUCING THE SAME, AND ELECTROPHOTOGRAPHIC PHOTORECEPTOR
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PROBLEM TO BE SOLVED: To provide a stilbene derivative having bulky groups in the molecule and having specified drum sensitivity characteristics, to provide a method for producing the same, and to provide an electrophotographic photoreceptor containing the same. SOLUTION: The stilbene derivative is represented by formula (1) (wherein the two R1 groups, which are independent of each other, are 6 to 20C substituted or unsubstituted alkyl groups, 6 to 20C substituted or unsubstituted alkoxyl groups, 15 to 20C substituted or unsubstituted aryl groups, or substituted or unsubstituted amino groups). The method for producing the same and the electrophotographic photoreceptor are also provided. The method comprises reacting a specified formylated triphenylamine derivative with a specified diphosphoric acid ester derivative in the presence of a base.
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Page/Page column 25
(2010/02/11)
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- Polyaromatic amines. Part 3: Synthesis of poly(diarylamino)styrenes and related compounds
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The title compounds were synthesised and characterised as part of a study into new aromatic amines for charge transporting materials. Compounds 12-16, 20-24 and 27-34 are alkene linked triarylamines, compounds 35-36 are hydrazone derivatives and compounds 38-41 are pyrrole substituted triarylamines. Each compound was characterised by cyclic voltammetry.
- Plater, M. John,Jackson, Toby
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p. 4673 - 4685
(2007/10/03)
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- Nucleophilic substitution reactions of benzyl- and diphenylmethylphosphonamidic chlorides with amines: Competition between the usual SN2(P) mechanism and elimination-addition with an alkylideneoxophosphorane (phosphene) intermediate
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The substitution reaction of PhCH2P(O)(NMe2)Cl with Me2NH or Et2NH in CHCI3 is very sensitive to the bulk of the nucleophile (≥ 200 times slower with Et2NH), affords only the product derive
- Harger, Martin J. P.
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- Benzylphosphonic acid inhibitors of human prostatic acid phosphatase
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A series of α-substituted benzylphosphonic acids is described as inhibitors of human prostatic acid phosphatase, an enzyme has been used as a model to study aryl phosphatases. The most potent inhibitors in this series are 2-trifluoromethylbenzhydrylphosphonic acid (9 μM), and α-(2-phenylethyl)benzylphosphonic acid (14 μM). The structure-activity studies suggest that bulk tolerance beyond the phosphate binding area limits the steric or hydrophobic contribution to inhibitor potency achieved through α-carbon substitution.
- Schwender,Beers,Malloy,Cinicola,Wustrow,Demarest,Jordan
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p. 311 - 314
(2007/10/03)
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- Synthesis and pharmacological study of new calcium antagonists analogues of cinnarizine and flunarizine
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Several phosphonic diethyl esters were synthesized and their calcium antagonistic activity evaluated in vitro.The diethyl phosphonate group was condensed on substituted , , , , and groups.Despite the presence of the diethyl phosphonate moiety and the benzhydrylpiperazinyl group, both present in potent calcium antagonist structures, only 1 of the 19 synthesis compounds exhibited a calcium antagonistic profile. diethyl phosphonate / benzhydryl piperazine / calcium antagonist
- Younes, S.,Baziard-Mouysset, G.,Saqui-Sannes, G. de,Stigliani, J. L.,Payard, M.,et al.
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p. 943 - 948
(2007/10/02)
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- Kinetic Studies of the Cyclization of the 6,6-Diphenyl-5-hexenyl Radical. A Test of the Accuracy of Rate Constants for Reactions of Hydrogen Transfer Agents
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Cyclization of the 6,6-diphenyl-5-hexenyl radical (1) to the diphenylcyclopentylcarbinyl radical (2) was studied by indirect and direct methods.Indirect kinetic studies were accomplished by the PTOC-thiol method using hydrogen atom transfer trapping from
- Ha, Chau,Horner, John H.,Newcomb, Martin,Varick, Thomas R.,Arnold, Bradley R.,Lusztyk, Janusz
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p. 1194 - 1198
(2007/10/02)
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- Reactions of Ethyl phosphites with β-Nitrostyrenes. The Role of Nitrosoalkenes as Intermediates
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3-Phenyl-2-substituted-indoles are formed in high yields in the reaction of Ph2C=C(R)NO2 (R = H, Me, Ph) with (EtO)3P at 150 deg C while reaction with (EtO)2PO(1-)/(Et2O)P(O)H at room temperature forms the aziridines 1 with R = H, Me, Ph. 2,2-Diphenyl-3-substituted-2H-azirines formed by deoxygenation of the Michael-type aducts are postulated as intermediates.Reactions of PhCH=C(R)NO2 (R = H, Me, Ph) with (EtO)3P at 150 deg C or (EtO)2PO(1-)/(EtO)2P(O)H at room temperature give products resulting from the addition of the phosphorus nucleophile at the benzylidene carbonatom.Evidence for the formation of cyclic structures with pentacoordinated phosphorus atoms is presented for the reaction of Ph2C=C(Me)NO2 with (EtO)2PO(1-)/(EtO)2P(O)H and for PhCH=C(R)NO2 (R = H, Me, Ph) with (EtO)3P.The Michael-type adducts PhCHCH(R)NO2 (R = Me, Ph) undergo reaction upon treatment with aqueous base at 80-100 deg C followed by acidification to yield the 3-(diethoxyphosphinyl)-2-R-N-hydroxyindoles. 4-(Diethoxyphosphinyl)-3-R-4H-1,2-benzoxazines (13, R = Me, Ph) are formed by reaction with 85percent H2SO4 of the adducts of PhCH=C(R)NO2 with (EtO)2PO(1-) (R = Me) or (EtO)3P (R = Ph).
- Russell, Glen A.,Yao, Ching-Fa
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p. 6508 - 6513
(2007/10/02)
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- Addition, Substitution, and Deoxygenation Reactions of α-Phenyl-β-nitrostyrenes with the Anions of Thiols and Diethyl Phosphite: Formation of Indoles by Reaction with Ethyl Phosphites
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Reaction of excess RS- (R=Ph, t-Bu) with Ph2C=C(SPh)NO2 in Me2SO form Ph2C=CHSR via conversion of the initial Michael-type adducts into Ph2C(SR)CH=NO2- and Ph2C=CHNO2.In a similar fashion, reaction of (EtO)2PO- with Ph2C=C(SPh)NO2 forms initially mainly PhSP(O)(OEt)2 and Ph2CCH=NO2-, which upon acidic workup will yield the nitroalkane or the Nef reaction product, Ph2CCHO.The reaction of (EtO)2PO- with Ph2C=C(SPh)NO2 also produces Ph2CCN via a Perkow-type reaction of the Michael adduct to yield Ph2CCH=N(O)OP(O)(OEt)2 as an intermediate.The nitrile is also formed from Ph2CCH(NO2)2 with (EtO)2PO- in (EtO)2P(O)H or Me2SO at 30 deg C and in >95percent yield by the reaction of (EtO)3P with Ph2CCH(NO2)2 at 150 deg C.Reaction of Ph2C=CHNO2 or Ph2CCH2NO2 with excess (EtO)PO- in Me2SO or (EtO)2P(O)H forms 3-(diethoxyphosphinyl)-2,2-diphenylaziridine by a process postulated to involve Ph2C=CHN(O-)OP(O)(OEt)2, Ph2C=CHNOP(O)(OEt)2-, and 2,2-diphenyl-2H-azirine.Similarly, Ph2C=C(SBu-t)NO2 and (EtO)2PO- give 3-(tert-butylthio)-2,2-diphenyl-2H-azirine in Me2SO or 2-(tert-butylthio)-3-phenylindole in (EtO)2P(O)H solution.Deoxygenation of Ph2C=C(X)NO2 to form the 2-X-3-phenylindoles occurs in high yield at 150 deg C in (EtO)3P with X=H, PhS, or t-BuS while 2-nitrro-3-phenylindole is formed from Ph2C=C(NO2)2 in (EtO)2P(O)H at 150 deg C.
- Russell, Glen A.,Yao, Ching-Fa,Tashtoush, Hasan I.,Russell, June E.,Dedolph, Douglas F.
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p. 663 - 669
(2007/10/02)
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